Chincoteague Vacation Rentals

Join us for the vacation you will not forget with a vacation from Seaside Vacation rentals. Chincoteague Island has been voted "Best Small Beach Town" & "Happiest Seaside Town". We call it pure paradise and the perfect island getaway!

Seaside Vacations has so many beautiful vacation homes on Chincoteague Island, VA. Our Chincoteague rentals contain a large selection of waterfront, water view, pet friendly, and rentals with pool access. All rental properties are fully furnished and filled with the amenities that will make any family vacation memorable. Enjoy the views of Chincoteague in an amazing vacation home just for you and your family.

Conveniently located on the Eastern Shore of Virginia, Chincoteague is your escape from the large beach resorts. Experience Chincoteague Island and live like a Local in a home rather than a hotel. Most properties are located near downtown Chincoteague, perfect walking distance to restaurants, and shopping. Or just spend the day on your private boat dock. Plan a family friendly vacation with our wide selection of vacation rentals; including with your pet in our pet-friendly rentals.

You can enjoy Historic Downtown, take a Boat Tour, or frolic on the Beach at Assateague National Seashore. Visit Assateague Island, home of the famous wild Chincoteague ponies at the Chincoteague National Wildlife Refuge. Spend the day fishing in Chincoteague Bay or visiting our quaint shops downtown. There is so much to do, you won't know where to begin!

Call us today to book a Chincoteague Island vacation rental for your family, a long weekend getaway, or a family reunion. Whatever your needs in a rental property may be, Seaside Vacations is here to assist you.

Welcome to Seaside Vacations!

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Chincoteague Island, VA
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: Sand Dollar Cottage East 3
  • Pets Allowed
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Seabbatical
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Chincoteague Island, VA
  • 7 Guests
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Code: Seaside Rendezvous
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Chincoteague Island, VA
  • 7 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Rhythm & Blues
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Assateague Inn 110-S
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Chincoteague, VA
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: June`s Cottage
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Greenbackville, VA
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Casa Del Canal
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Chincoteague, VA
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: George`s Retreat
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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Island View
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Chincoteague Island, VA
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: Piper`s Perch
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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Happy Pines
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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Capt Freeland
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Greenbackville, VA
  • 10 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: Calypso
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Chincoteague Island, VA
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: Sand Dollar Cottage South 2
  • Pets Allowed
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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 1.5 Bathrooms
  • Code: Family Tides
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Assateague Inn 108-S
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Atlantic, VA
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: Blue Heron
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Assateague Inn 104-S
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Chincoteague Island, VA
  • 6 Guests
  • 2 Bedrooms
  • 2.5 Bathrooms
  • Code: Eastwinds 18
  • Pets Allowed
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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Code: Ariel`s Grotto
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Chincoteague Island, VA
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: The C-Ray Cottage
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Chincoteague Island, VA
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathrooms
  • Code: Painted Pony Cottage
  • Pets Allowed
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Las Brisas
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